Application of 7073-69-0 , The common heterocyclic compound, 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
Step 2[00253] To a solution of n-BuLi (21.2ml, 0.053 mol) in anhydrous THF (160 mL) at – 78C under argon was slowly added a solution of 2-(2-bromophenyl)propan-2-ol (XCV) (0.0212 mol, 4.55 g) in anhydrous THF (50 mL) while maintaining the temperature below -65C. After addition was complete, the reaction mixture was stirred at -75C for 30 min. To this mixture was added in portions trimethyl borate (0.032mol, 3.3 g), and the reaction mixture was stirred at – 78C for 30 min and then at room temperature overnight. The mixture was cooled to 0C, carefully quenched with 1M aqueous HCl, and stirred at room temperature for 15 min. The mixture was acidified to pH 3 with 2M HCl and stirring was continued for 1 hour. The two phases were separated and the aqueous layer was extracted with EtOAc. The combined organic phases were dried over MgS04. The crude product was purified by silica gel chromatography using DCM followed by DCM/MeOH 300/1 to give 3,3-dimethylbenzo[c][l,2]oxaborol-l(3H)- ol (XCVI) as a light yellow oil (1.37 g; 8.5 mmol, 40% yield). 1H NMR (CDC13) delta ppm 1.54 (s, 6H), 7.25-7.29 (m, 1H), 7.33 (d, J=7Hz, 1H), 7.45 (td, J=7Hz, J=lHz, 1H), 7.68 (d, J=7Hz, 1H).
The synthetic route of 7073-69-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; REMPEX PHARMACEUTICALS, INC.; GLINKA, Tomasz; HIGUCHI, Robert; HECKER, Scott; EASTMAN, Brian; RODNY, Olga; WO2012/109164; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts